4.4 Article

Asymmetric catalysis of ene reactions with trifluoropyruvate catalyzed by dicationic palladium(II) complexes

期刊

TETRAHEDRON LETTERS
卷 45, 期 1, 页码 183-185

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2003.10.137

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carbonyl-ene reaction; palladium; BINAP; SEGPHOS; trifluoropyruvate

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Chiral dicationic SEGPHOS-Pd(II) complex achieves a high chemical yield, (E)-olefin selectivity, anti-diastereoselectivity, along with high enantioselectivity even with less reactive mono- and 1,2-disubstituted olefins in this much less reactive ketoneene reactions. The high levels of enantio selectivity stem from the effective shielding with diphenyl groups on phosphines caused by the narrow dihedral angle of metal complexes with SEGPHOS. (C) 2003 Elsevier Ltd. All rights reserved.

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